Holiday rentals in Town of Shawangunk

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Top-rated holiday rentals in Town of Shawangunk

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The A-frame cabin stands elevated on wooden supports amidst a lush forest. Natural wood and corrugated metal comprise the roof. A wooden deck with seating offers a space to enjoy the surrounding greenery, with stones lining the path leading to the structure.
Place to stay in Accord
4.97 out of 5 average rating, 277 reviews

Native Soul Stays, a wooded sauna retreat

We seek to cultivate an idea to create a space aligned with nature.Remote and enchanting, our hidden forest has been kept and cared for by generations of our family. Fully off grid and created from clear thought intention to preserve, protect and respect our earth, in a simplistic, yet dream like reality. witness raw beauty; be a part of the preservation of this forest; feed your soul and not society. We ask guests to fully read the listing details, and don’t hesitate to reach out with any Q’s!

Top guest favourite
A spacious living area features large glass doors that bring in natural light and provide views of the outdoors. Comfortable seating includes a modern sofa and armchair, accompanied by a coffee table and a dining area positioned nearby.
Chalet in Pine Bush
4.97 out of 5 average rating, 104 reviews

Spacious A-Frame Getaway near Hiking and Wineries

Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

Top guest favourite
A cozy bedroom features a metal four-poster bed with crisp white bedding and decorative pillows. A woven basket rests on a wooden bench at the foot of the bed. Soft lighting is provided by two bedside lamps, with calming blue walls that enhance the serene atmosphere.
Guest suite in Gardiner
4.98 out of 5 average rating, 130 reviews

Cozy Studio at Yoga Center + Hot Tub + Mtn Views

♥️Retreat + restore in this comfortable well appointed spacious studio apartment with all the comforts of home. Adjacent to a peaceful and quiet yoga studio, this space is outfitted with soothing décor details, a shared lawn, hot tub, panoramic views of the Shawangunk ridge and sunsets. Walk to Wildflower Farms Resort, Tuthilltown Distillery and minutes to restaurants, Minnewaska+Mohonk State Park, trails, wineries, Skydive, rock climbing +more. Drive to High Falls+Kingston+Woodstock+Rhinebeck.

Guest favourite
A charming two-story cottage is surrounded by vibrant landscaping, featuring a mix of colorful flowers. The exterior is painted in green with maroon shutters adorning the windows. A wooden staircase leads to the upper entrance, while a welcoming front door is accented by a small planter.
Guest suite in Montgomery
4.94 out of 5 average rating, 526 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Top guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
5 out of 5 average rating, 102 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Guest favourite
Home in New Paltz
4.94 out of 5 average rating, 162 reviews

New Paltz Guest Cabin Nestled In The Woods

Newly renovated, modern, guest house located on 20 acres of a private estate at the base of the Gunks. This private, fully renovated 1 bed/1 bath is the perfect retreat. Located a short scenic drive from Minnewaska State Park (8 mins), Mohonk Preserve (5 mins) & New Paltz Main Street (15 mins). Centrally located for easy access to many trails, orchards, wineries, farm stands, swimming holes and lakes. Also easy access to Stone Ridge, High Falls, Rosendale, Kingston, Woodstock & Hudson.

Top guest favourite
A cozy living area is highlighted by a dark sectional sofa and a stylish patterned armchair. Natural light enters through two skylights, illuminating a vibrant area rug. A small coffee table is placed in front, with a kitchenette visible in the background.
Guest house in Gardiner
4.99 out of 5 average rating, 154 reviews

Loft-like Getaway with Mountain View

Enjoy all the Hudson Valley has to offer from this serene, stylish loft-away-from-home. A skylit space with original artwork and an eclectic mix of MCM and antiques let you enjoy beauty both inside and out. Mornings greet you with views of the Gunks, while evenings offer vivid sunsets from the cozy fire pit. Watch skydivers floating overhead, courtesy of the Parachute Ranch down the road, hike the nearby Mohonk Preserve, or enjoy the rail trail just a five minute walk from your door.

Top guest favourite
A lush green field extends towards the horizon, framed by clusters of trees. The sky is filled with varying shades of clouds, reflecting a soft light from the setting sun. The peaceful rural landscape evokes a sense of tranquility.
Guest house in Gardiner
4.99 out of 5 average rating, 183 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

Our one-bedroom guest house offers serenity and privacy on the Shawangunk Kill river, surrounded by the natural beauty of local farmland and "the Gunks" mountains. Step outside to soak in the tub, kayak, enjoy a bbq, or gather around the firepit. When the spirit of exploration calls you, it's only a short drive to hiking, biking, and world-class rock climbing, along with wineries, breweries, farms, orchards, cider mills, and many fine restaurants. A retreat for body, mind, and soul.

Top guest favourite
A spacious living area is furnished with a green sofa, a blue armchair, and a round coffee table on a plush area rug. Soft, natural light fills the room through two windows, complemented by minimalistic floor lamps.
Guest suite in Gardiner
4.95 out of 5 average rating, 135 reviews

Historic 1750s Farmhouse Apartment

Come explore the Hudson Valley from our newly renovated modern farmhouse apartment in a serene, bucolic setting. Located at the boundary of the towns of Gardiner and Shawangunk, beneath the beautiful Shawangunk ridge, there are plenty of adventures to be had! Hiking, biking, climbing, yoga class, and even sky diving are right here! And when you tire of all the outdoor fun, check out local wine, cider, and whiskey tastings, antiques shopping, and delicious local restaurants.

Top guest favourite
A charming cabin exterior is framed by a well-maintained lawn and lush trees. A stone pathway leads to the front door, flanked by modest garden beds with various plants. Natural wood siding and a dark roof create a warm, inviting appearance.
Cabin in Accord
4.98 out of 5 average rating, 164 reviews

Hidden cabin on 2 wooded acres

Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

Top guest favourite
A tiny house adorned with colorful outdoor lights stands against a night sky. Trees frame the property, while a bright moon casts a soft glow, adding to the serene atmosphere of the setting.
Tiny home in New Paltz
4.99 out of 5 average rating, 858 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Guest favourite
A circular fire pit area is set on a grassy lawn, surrounded by five Adirondack chairs. Tall trees provide shade, while the river glistens in the background under the warm glow of the sunrise. The scene exudes a sense of tranquility.
Flat in Wallkill
4.91 out of 5 average rating, 123 reviews

Waterfront Gem: 1BR w/Private Balcony & Serenity

Escape to our waterfront serenity in this cozy 1-bedroom haven! Wake up to dazzling sunrises dancing over the water, and end your day with unforgettable sunsets painting the sky from your private vantage point. This is more than just an Airbnb; it's an experience for the soul. Sip your morning coffee on the deck, enveloped by the fresh scent of the water and the melody of birdsong or spending cozy evenings by the fire pit.

Popular amenities for Town of Shawangunk holiday rentals

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Quick stats about holiday rentals in Town of Shawangunk

  • Total holiday rentals

    Explore 170 holiday rentals in Town of Shawangunk

  • Nightly prices starting at

    Town of Shawangunk holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 11,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    160 of Town of Shawangunk holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Town of Shawangunk rentals

  • 4.9 Average rating

    Town of Shawangunk stays are highly rated by guests – averaging 4.9 out of 5!